Antibacterial and Cytotoxic Phenolic Metabolites from the Fruits of Amorpha fruticosa

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• 作者：Rini Muharini ; Adriana Díaz ; Weaam Ebrahim ; Attila Mándi ; Tibor Kurtán ; Nidja Rehberg ; Rainer Kalscheuer ; Rudolf Hartmann ; Raha S. Orfali ; Wenhan LinZhen Liu ; Peter Proksch
• 刊名：Journal of Natural Products
• 出版年：2017
• 出版时间：January 27, 2017
• 年：2017
• 卷：80
• 期：1
• 页码：169-180
• 全文大小：539K
• ISSN：1520-6025

文摘

Fourteen new natural products, namely, 2-[(Z)-styryl]-5-geranylresorcin-1-carboxylic acid (1), amorfrutin D (2), 4-O-demethylamorfrutin D (3), 8-geranyl-3,5,7-trihydroxyflavanone (4), 8-geranyl-5,7,3′-trihydroxy-4′-methoxyisoflavone (5), 6-geranyl-5,7,3′-trihydroxy-4′-methoxyisoflavone (6), 8-geranyl-7,3′-dihydroxy-4′-methoxyisoflavone (7), 3-O-demethyldalbinol (8), 6a,12a-dehydro-3-O-demethylamorphigenin (9), (6aR,12aR,5′R)-amorphigenin (10), amorphispironones B and C (11 and 12), resokaempferol 3-O-β-d-glucopyranosyl-(1→2)-β-d-glucopyranoside-7-O-α-l-rhamnopyranoside (13), and daidzein 7-O-β-d-glucopyranosyl-(1→2)-β-d-glucopyranoside (14), together with 40 known compounds, were isolated from the fruits of Amorpha fruticosa. The structures of the new compounds were elucidated by 1D and 2D NMR spectroscopic analysis as well as from the mass spectrometry data. ECD calculations were performed to determine the absolute configurations of 11 and 15. Compounds 1, 4–6, and 16–23 showed potent to moderate antibacterial activities against several Gram-positive bacteria with MIC values ranging from 3.1 to 100 μM. In addition, compounds 11 and 24–33 were significantly cytotoxic against the L5178Y mouse lymphoma cell line and exhibited IC₅₀ values from 0.2 to 10.2 μM.